I glanced up at him, expecting him to argue he didn’t like me doing this for him the way he’d done the first couple of times. I was rewarded with a brilliant smile right before Teo was no longer able to stifle a yawn. He toed off his shoes as I started working on the buttons of his jeans. As I pushed the denim over his hips, I decided dinner could wait. I led him to the edge of the bed, gently pressing on his shoulder until he sat. “Why don’t we lie down and take a nap together?”
“You hate taking naps,” Teo protested. It was true, and if I fell asleep now, chances were high I’d be tossing and turning most of the night, but feeling Teo relaxed in my arms was too tempting to resist.
“That’s true, but my boy needs a nap and I need my boy. This seems the easiest way for both of us to get what we need,” I explained as I stripped out of my own clothes. Teo pulled back the sheets and sat at the head of the bed waiting for me. He was worrying his lip again and I knew he had something on his mind. “What is it, Angel?”
Matteo picked at the edge of the quilt, still not looking up at me. Occasionally, I’d see him squirm, and his hand slid down his chest, resting at the top of his thigh barely an inch away from his beautiful cock. “Is there something you need, Angel?”
He finally looked up at me, and the raw lust nearly buckled my knees. I’d been trying so damn hard not to push him, but I’d been having a hard time concentrating as I edited the pictures we’d taken for John because my mind was so consumed by the fantasies of everything I wanted to do to my angel.
“When are we going to do more than we already have?” Teo asked, his gaze still fixed somewhere on the far side of the room.
I climbed onto the bed and straddled Matteo’s legs. “What is it you want more of, boy? Use your words and tell me.”
Matteo’s fingers dug into my hips as he tried pulling me down on top of him, but I held firm. No way was he getting out of this without explicitly telling me what he wanted.
“I feel like things between us have stalled out. I love what we do and how you make me feel, but I want more.”
“Have you been thinking about what you want Daddy to do to you?” I slid my hands down his chest, resting one over the top of his erection. “Is there something you wish I’d do to you that I haven’t?”
Teo nodded, pursing his lips as his head lolled to the side so he didn’t have to look at me.
“Tell me, Angel. What is it you want Daddy to do to you?” I scooted back, curling my fingers around the waistband of Matteo’s underwear. As I waited for him to answer, I bent down to bite one of his nipples. My other hand slid between Teo’s legs, cupping his balls while my middle finger gently massaged his taint. When he still said nothing, I pushed my hand farther back, the tip of my finger resting at his entrance. “Do you want Daddy to touch you here?” He nodded again. “I told you before, Angel, you have to tell me what you need.”
“I… Oh god… I want…” he stammered, unable to get the words out. While it was tempting to tease him and hold out until he gave me what I needed, I was growing more desperate. I spread Teo’s thighs wide enough for me to kneel between them and leaned over his body to get the bottle of lube. “How much time have you spent thinking about Daddy playing with your little hole? Have you been keeping this a secret from me?”
“No, Daddy!” he exclaimed, curling up until he could prop himself on an elbow and watch what I was about to do to him.Good. I wanted him to see what I was doing, wanted to see the look in his eyes as I tore him apart. “I want this with you, want everything with you, but it still scares me.”
“Why does it scare you, boy?” I flipped open the lid and dispensed a little bit of lube. I dragged my slicked fingers through his crack, never breaching him as I waited for him to speak.
“Because I’ve never done this before,” he admitted. It wasn’t any surprise to me since we’d talked multiple times about how little he’d done or even considered doing until we met. “But now it’s all I can think about. In my mind what we’re doing doesn’t count as a real relationship because we’re not having sex.”
I stiffened at his candid response. Although I appreciated his honesty, it did nothing to calm my own nerves about what he was asking me to do. “Angel, I assure you what’s happening between us is very real. There are some couples, even those who identify as gay men, who never have penetrative sex. That doesn’t mean they don’t truly love one another or what they have is some sort of fallacy.”
“I understand, and maybe I’m not explaining myself properly.”
I withdrew my hand from between his legs, not wanting to go any further until I knew we were both doing this for the right reasons.
“No, don’t. Remember, I warned you my brain doesn’t always engage properly, and this is one of those times. If there was ever anyone I could see myself having sex with, it’s you. And I do see myself doing that. I’m just… I’m just nervous. You know how I get.”
“Yes, Angel, I most certainly do. In fact, it’s one of your more endearing qualities.” I knew my boy well enough to understand I needed him completely relaxed and out of his head if we were going to do this. The best way I could think of to do that was to push his limits, if he’d let me.
I slid next to Teo on the bed, running my hand up and down his stomach. “If you’re sure this is what you want, then it’s what we’ll do,” I promised him. “And I have an idea of how to get you to stop overthinking things so you can enjoy yourself. But before I do anything, before we go any further, I want us to talk about it.”
The mornings when I had time to discipline Matteo, he was a sight to behold. With every crack of my hand against his flesh, he sank deeper into relaxation until he was completely pliable in my hands. I wanted him to have the same feeling now. Plus, if everything went well today it would give me confidence to go forward with what I wanted to do for him before I left town.
Matteo scooted up on the bed, resting against the headboard. He swallowed hard as he nodded. One thing we still needed to work on was his ability to admit to what gave him pleasure. That would come in time. “What would you say if I told you I’d like to push your limits just a little bit today?”
“I already told you, Daddy, I trust you to do anything. I know you’d never hurt me.” My boy’s submission was truly a gift, which was why I promised to myself to always cherish it.
“What would you say if I told you I wanted to use a belt on your pretty backside? Would that be too much for you, Angel?”
This time, Matteo gulped. He wasn’t eager to agree, but neither was he quick to tell me I was insane if I wanted to lash him and see my marks on his ass. “Will it hurt?”
I laughed, because of course it was going to hurt. That was the point. But beyond the pain, I was relatively certain my boy would chase the discomfort I gave him, would take it for me, trusting me to stop before he reached his limit.
“It’s not going to feel good,” I confirmed. “But from what I’ve been told, the initial pain doesn’t go away but combines with absolute pleasure. With the way your mind quiets when I spank you, I think it’s something you’d enjoy.”
“Then let’s do it,” Matteo said, sitting up a bit straighter, completely committed to what I wanted to do to him. I wasn’t sure which of us was looking forward to it more, but before we did anything, there was one last thing we needed to discuss.
